Ryan and Anna’s surprise proposal in Kapaau, on the Big Island, Hawaii, was the kind of story that feels like it belongs in a movie. It was full of purpose, patience, and the sweetest kind of anticipation. When Ryan first reached out to me all the way from New Zealand, he had a dream to propose to Anna in one of his favorite hidden spots on the island, a place that held so much meaning from his time doing YWAM in Hawaii. Anna lives in Iowa, where the two first met while Ryan was on a mission trip, and after doing long distance for years, they were finally reunited for a special trip together!
Helping him plan this moment was such an honor, and you could tell in every little detail just how much he adores her! From the very beginning, this wasn’t just about a proposal, it was about honoring their journey and starting a new chapter in a place that already held so much heart.
The Sweetest Cliffside Surprise Proposal
When they arrived at the cliffs, Anna had no idea what was coming. Ryan told her he wanted to spend some time worshipping together in this place that meant so much to him, but what she didn’t know was that he had written an entire song just for her. He sang it with the perfect backdrop around them, and then dropped to one knee to ask her to marry him. Anna was completely surprised! The moment couldn’t have been more perfect!
After the proposal, we wandered the cliffs for photos while they soaked it all in, laughing, dancing, and even capturing sweet Super 8 clips of each other to remember it all. Ryan sang the song to her once more, and they twirled through the wind like something straight out of a dream! It was wild, windy, and yet the most magical way to begin this new chapter!
Why Kapaau Is the Dreamiest Proposal Spot
On the northern tip of the Big Island, Kapaau is one of those rare places that feels untouched and sacred. Its where time slows down and every view takes your breath away. Towering cliffs, crashing waves, lush greenery, and open skies made it the perfect backdrop for something as intimate and intentional as a proposal. There’s a quiet kind of magic here, the kind that makes you feel like you’re the only two people in the world. Ryan couldn’t have picked a better place to ask Anna to spend forever with him, and if you’re dreaming up a Hawaii proposal that’s personal, meaningful, and overflowing with beauty, this hidden gem of a spot might just be everything you’re looking for!
Ready to Plan a Surprise Proposal That’s Just as Meaningful?
Whether you’re dreaming up your own secret-spot moment or want to craft something totally unique, I’m here to help bring it all to life—every surprise, every emotion, every joyful yes. I’ll never forget Ryan and Anna’s proposal story. It was pure magic, and I’d be so honored to help you create a moment just as unforgettable! Learn all about me here, and get in touch with me here! Let’s make it unforgettable together! In the meantime, discover more magical Hawaii proposals on the blog!
Cassie Beth Photo | Hawaii Proposal Photographer
Check out more from Anna and Ryan’s romantic cliffside Hawaii proposal below!
